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Novel tetraphenol compound, preparation method and application

A tetraphenol-based compound technology, applied in new tetraphenol-based compounds and its preparation method and application field, can solve the problems of increasing glass transition temperature, unfavorable control of curing process, unfavorable intramolecular cyclization, etc., to achieve high glass Transformation temperature, easy industrial production, high toughness effect

Active Publication Date: 2015-07-01
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, TGDDM for industrial applications often has low purity (less than 80%) and high viscosity (greater than 5Pas at 50°C); during the curing process, the curing process is not conducive to control, and intramolecular cyclization is prone to occur, which is not conducive to effectively increasing the glass transition temperature.

Method used

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  • Novel tetraphenol compound, preparation method and application
  • Novel tetraphenol compound, preparation method and application
  • Novel tetraphenol compound, preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] first step:

[0057] Add 4270g of p-hydroxybenzaldehyde, 2520g of 1,4-dibromobutane, 6400g of potassium carbonate, and 200g of potassium iodide into the reactor, and stir and react in ethanol solution at 50-120°C for 10 hours; The obtained product was precipitated in the form of crystals; then the filtered crystals were washed with water, recrystallized with ethanol solution, and dried to obtain a light yellow solid product with a yield of 93%.

[0058] Step two:

[0059] Dissolve the first step solid product of 792g in 2500g phenol, add 108g of catalyst p-toluenesulfonic acid, 87g of catalyst anhydrous zinc chloride, stir and react at 40°C for 24 hours; wash with water after the reaction, and distill; the obtained crude The product was dissolved in ethanol, precipitated in water, and dried to obtain a red solid with a yield of 91%.

[0060] The proton nuclear magnetic spectrum of the synthetic tetraphenol base compound of embodiment 1 sees figure 1 , the result is a...

Embodiment 2

[0063] In this embodiment, during the preparation of tetraphenol-based compounds, 2520 g of 1,4-dibromobutane was replaced by 1830 g of 1,2-dibromoethane, and 6400 g of potassium carbonate was replaced by 4200 g, and the others were the same as in Example 1.

Embodiment 3

[0065] In this embodiment, during the preparation of tetraphenol-based compounds, 2520 g of 1,4-dibromobutane was replaced by 2847 g of 1,6-dibromohexane, and 6400 g of potassium carbonate was replaced by 1300 g. Others were the same as in Example 1.

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Abstract

The invention relates to a novel tetraphenol compound, a preparation method and application and belongs to the technical field of organic macromolecules. The structure of the tetraphenol compound is shown in the description, wherein M is selected from a formula shown in the description. The preparation method comprises the following steps: carrying out reaction on p-hydroxy benzaldehyde and alkyl bromide containing two degrees of functionality (alpha, omega) to obtain two monomers containing benzaldehyde groups; carrying out reaction on the aldehyde groups on the product in the previous step through phenol or a derivative thereof to obtain the tetraphenol compound. By taking the tetraphenol compound as a raw material, epoxidation reaction is performed on phenolic hydroxyl groups to obtain epoxy resin with four degrees of functionality. The resin is compounded with bisphenol A epoxy resin and then matched with a curing agent to cure to obtain an epoxy material which is high in glass-transition temperature, high in strength, high in elongation and high in toughness, wherein for the epoxy material obtained by taking 4, 4-diamino diphenyl sulfone as the curing agent, the performances of the epoxy material are as follows: the glass-transition temperature is 250 DEG C, the impact strength is 30kJ / m<2>, the tensile strength is 80MPa, the elongation at break is 11.18%, and the dynamic tensile modulus is 2.1GPa.

Description

technical field [0001] The invention relates to a novel tetraphenol-based compound and its preparation method and application, belonging to the technical field of organic polymers. Background technique [0002] Epoxy resin is currently the most important type of thermosetting resin. Its cured product has excellent mechanical properties, electrical insulation properties, heat resistance and adhesion, so it is widely used in coatings, adhesives, potting agents and composite materials. field (H. LEE, K. Neville, Handbook of Epoxy Resins. Mcgraw-Hill: New York, 1967). The most common epoxy resin is bisphenol A diglycidyl ether (DGEBA) obtained by reacting bisphenol A with epichlorohydrin. DGEBA has low cost, balanced mechanical properties and good processing technology, accounting for more than 85% of the total epoxy resin usage. However, DGEBA cured products often have low heat resistance (less than 200°C) and low glass transition temperature (less than 180°C), which cannot m...

Claims

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Application Information

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IPC IPC(8): C07C43/23C07C41/30C07C205/35C07C201/12C08G59/06C08G59/32
CPCC09B11/06C08G59/32
Inventor 李效玉张梁栋孟焱刘湍陈若石
Owner BEIJING UNIV OF CHEM TECH